Fluorine-containing copolymer, composition, optical film, liquid crystal film, hardcoat film, and polarizing plate

Abstract

A fluorine-containing polymer includes at least one repeating unit represented by any of General Formulae (I) to (III):

What is claimed is: 
     
         1 . A fluorine-containing polymer comprising at least one repeating unit represented by any of General Formulae (I) to (III). 
       
         
           
           
               
               
           
         
         in General Formulae (I) to (III), 
         L 1  represents an (x+1)-valent linking group, 
         x represents an integer of 2 or more, 
         L 2  to L 5  each independently represent a single bond or a divalent linking group, 
         R 1  to R 7  each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, or an alkyl group having 1 to 20 carbon atoms, and 
         Z 1  to Z 5  each independently represent a fluorine atom-containing aliphatic hydrocarbon group which may have an oxygen atom, and a plurality of Z 1 's may be the same as or different from each other, 
         provided that a unit represented by Formula (Ie) is not included in General Formula (I), 
       
       
         
           
           
               
               
           
         
         in General Formula (Ie), 
         R 21  represents a perfluoroalkyl group having 1 to 20 carbon atoms, a partially fluorinated alkyl group having 1 to 20 carbon atoms, a perfluoroalkyl group having a total number of carbon atoms of 1 to 20, in which perfluoroalkyl groups are linked through an oxygen atom, or a partially fluorinated alkyl group having a total number of carbon atoms of 1 to 20, in which partially fluorinated alkyl groups are linked through an oxygen atom, 
         R 22  represents the same group as R 21 , an alkyl group having 1 to 10 carbon atoms, an aralkyl group having 1 to 10 carbon atoms, or a phenyl group, 
         R 23  represents a hydrogen atom or a methyl group, 
         A represents a divalent linking group represented by —CH 2 —CH 2 —, —CH 2 —CH 2 —CH 2 —, —CH 2 CH(CH 3 )—, or —CH(CH 3 )CH 2 —, and 
         X and Y each independently represent a divalent linking group represented by Structural Formula (a), (b), or (c), 
         provided that R 41  in Structural Formula (c) represents an alkyl group having 1 to 6 carbon atoms, 
       
       
         
           
           
               
               
           
         
       
     
     
         2 . The fluorine-containing polymer according to  claim 1 , further comprising a repeating unit represented by General Formula (IV), 
       
         
           
           
               
               
           
         
         in General Formula (IV), 
         R 8  represents a hydrogen atom, a fluorine atom, a chlorine atom, or an alkyl group having 1 to 20 carbon atoms, 
         P represents an aromatic ring which may have a substituent, and 
         L 6  represents a single bond or a divalent linking group. 
       
     
     
         3 . The fluorine-containing polymer according to  claim 1 , further comprising a repeating unit represented by General Formula (V), 
       
         
           
           
               
               
           
         
         in General Formula (V), 
         R 9  represents a hydrogen atom, a fluorine atom, a chlorine atom, or an alkyl group having 1 to 20 carbon atoms, 
         L 7  represents a single bond or a divalent linking group, and 
         Q 1  represents a group including a polymerizable group selected from the group consisting of a cationically polymerizable group and a radically polymerizable group. 
       
     
     
         4 . The fluorine-containing polymer according to  claim 1 , further comprising a repeating unit represented by General Formula (VI), 
       
         
           
           
               
               
           
         
         in General Formula (VI), 
         R 10  represents a hydrogen atom, a fluorine atom, a chlorine atom, or an alkyl group having 1 to 20 carbon atoms, 
         U 1  and U 2  each independently represent —O—, —S—, —COO—, —OCO—, —CONH—, —NHCOO—, or —NH—, 
         R 11  and R 12  each independently represent a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, and R 11  and R 12  may be linked to each other through a linking group, and 
         L 8  represents a single bond or a divalent linking group. 
       
     
     
         5 . The fluorine-containing polymer according to  claim 1 , further comprising a partial structure formed by a radical polymerization of a compound having a mesogenic group derived from at least one liquid crystal compound selected from the group consisting of a rod-like liquid crystal compound and a disk-like liquid crystal compound, and two or more polymerizable groups,
 wherein the fluorine-containing polymer is branched.   
     
     
         6 . The fluorine-containing polymer according to  claim 5 ,
 wherein the compound having a mesogenic group derived from a rod-like liquid crystal compound and two or more polymerizable groups is a compound represented by General Formula (X),
   Q X1 —L X1 —Cy X1 —L X2 —(Cy X2 —L X3 ) nx —Cy X3 —L X4 —Q X2    General Formula (X)
 
   in General Formula (X), Q X1  and Q X2  each independently represent a polymerizable group, L X1  and L X4  each independently represent a divalent linking group, L X2  and L X3  each independently represent a single bond or a divalent linking group, Cy X1 , Cy X2 , and Cy X3  each independently represent a divalent cyclic group, and nx represents an integer of 0 to 3.   
     
     
         7 . The fluorine-containing polymer according to  claim 5 ,
 wherein the compound having a mesogenic group derived from a disk-like liquid crystal compound and two or more polymerizable groups is a compound represented by General Formula (I-X),   
       
         
           
           
               
               
           
         
         in General Formula (I-X), Y 11 , Y 12 , and Y 13  each independently represent a methine which may be substituted or a nitrogen atom, L 1 , L 2 , and L 3  each independently represent a single bond or a divalent linking group, H 1 , H 2 , and H 3  each independently represent a group represented by General Formula (I-A) or a group represented by General Formula (I-B), and R 1 , R 2 , and R 3  each independently represent a group represented by General Formula (I-R), 
       
       
         
           
           
               
               
           
         
         in General Formula (I-A), YA 1  and YA 2  each independently represent a methine which may have a substituent, or a nitrogen atom, XA represents an oxygen atom, a sulfur atom, a methylene, or an imino, * represents a position for bonding to an L 1  to L 3  side in General Formula (I-X), and ** represents a position for bonding to an R 1  to R 3  side in General Formula (I-X), 
       
       
         
           
           
               
               
           
         
         in General Formula (I-B), YB 1  and YB 2  each independently represent a methine which may have a substituent, or a nitrogen atom, XB represents an oxygen atom, a sulfur atom, a methylene, or an imino, * represents a position for bonding to an L 1  to L 3  side in General Formula (I-X), and ** represents a position for bonding to an R 1  to R 3  side in General Formula (I-X),
   *—(L r1 —Q 2 ) n1 —L r2 —L r3 —Q 1    General Formula (I-R)
 
 
         in General Formula (I-R), * represents a position for bonding to an H 1  to H 3  side in General Formula (I-X), L r1  represents a single bond or a divalent linking group, Q 2  represents a divalent group having at least one cyclic structure, n1 represents an integer of 0 to 4, L r2  and L r3  each independently represent a divalent linking group, and Q 1  represents a polymerizable group or a hydrogen atom, provided that in General Formula (I-X), at least two of a plurality of Q 1 's represent polymerizable groups. 
       
     
     
         8 . The fluorine-containing polymer according to  claim 1 ,
 wherein the repeating unit represented by Formula (I) is a repeating unit represented by Formula (VII),   
       
         
           
           
               
               
           
         
         in General Formula (VII), 
         R 2  represents a hydrogen atom, a fluorine atom, a chlorine atom, or an alkyl group having 1 to 20 carbon atoms, 
         L 1A  represents a single bond or a divalent group having 2 to 50 carbon atoms, 
         L 1B  and L 1C  each independently represent a divalent group having 2 to 50 carbon atoms, 
         W represents a trivalent group, and 
         Z a  and Z b  each independently represent a fluorine atom-containing aliphatic hydrocarbon group which may have an oxygen atom. 
       
     
     
         9 . A composition comprising the fluorine-containing polymer according to  claim 1 . 
     
     
         10 . The composition according to  claim 9 , further comprising a polymerizable liquid crystal compound,
 wherein a content of the polymerizable liquid crystal compound is 40% by mass or more with respect to a total mass of the composition.   
     
     
         11 . An optical film comprising a layer formed from the composition according to  claim 9 . 
     
     
         12 . A liquid crystal film comprising a layer formed from the composition according to  claim 9 . 
     
     
         13 . A hardcoat film comprising a layer formed from the composition according to  claim 9 . 
     
     
         14 . A polarizing plate comprising a layer formed from the composition according to  claim 9 .